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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Villas in Southwest Florida and around

Our top choices for Southwest Florida villas

Matlacha Tiny Village
Dock

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (263)
"Very nice place with all necesary accommodations for a Pleasant stay. "
Matlacha Tiny Village
River Wilderness Waterfront Cabins
Outdoor pool

River Wilderness Waterfront Cabins

2.5 star property
8.6 out of 10, Excellent, (268)
"I would recommend this place for pure rest and relaxation "
River Wilderness Waterfront Cabins
Beautiful house with lake view
Outdoor dining

Beautiful house with lake view

10.0 out of 10, Exceptional, (10)
"This villa was so cozy and accommodating for my family! They had everything we needed for our stay and much more!"
Beautiful house with lake view
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Sun-loungers, beach towels

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

10.0 out of 10, Exceptional, (29)
"Enjoyed our stay."
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Modern 3BR | Pet Friendly | Private Heated Pool
A heated pool

Modern 3BR | Pet Friendly | Private Heated Pool

9.6 out of 10, Exceptional, (17)
"Close to Publix and plenty to do nearby "
Modern 3BR | Pet Friendly | Private Heated Pool
Luxury Villa "Lighthouse" Across from the Beach
Fridge, microwave, oven, stovetop

Luxury Villa "Lighthouse" Across from the Beach

9.6 out of 10, Exceptional, (34)
"Convenient to beach. Nice Location. Nice place."
Luxury Villa "Lighthouse" Across from the Beach
Vacay in luxury! So close to the beach!
A heated pool

Vacay in luxury! So close to the beach!

9.8 out of 10, Exceptional, (64)
"Great place to stay. The staff was very communicative & made the process very easy. Great place for a stay at the beach. Highly recommended. "
Vacay in luxury! So close to the beach!
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
Fridge, microwave, oven, stovetop

Cheerfull Villa.. Best Location in Naples!!! All you need in one home.

9.6 out of 10, Exceptional, (14)
"The house was perfect for our stay. Everything was nice and clean, access was very simple and everything we needed was right there!"
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
Waterfront Pool Villa with Sail Boat access to the Gulf
Fridge, microwave, oven, stovetop

Waterfront Pool Villa with Sail Boat access to the Gulf

9.2 out of 10, Wonderful, (7)
"The home was very clean and comfortable. All the necessities were available and present."
Waterfront Pool Villa with Sail Boat access to the Gulf
Last minuete July Specials!
Interior

Last minuete July Specials!

9.0 out of 10, Wonderful, (37)
"We had a wonderful time! Thank you! "
Last minuete July Specials!
Massive Cali King Villa | Heated Saltwater Pool
Indoor pool, a heated pool

Massive Cali King Villa | Heated Saltwater Pool

9.0 out of 10, Wonderful, (6)
"Spacious home, so many ammenities,Would come again!"
Massive Cali King Villa | Heated Saltwater Pool
Turtle Cay at The Beach Shack! Come On Down!
Fridge, microwave, oven, stovetop

Turtle Cay at The Beach Shack! Come On Down!

10.0 out of 10, Exceptional, (43)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
Turtle Cay at The Beach Shack! Come On Down!
Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!
Outdoor dining

Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!

10.0 out of 10, Exceptional, (1)
"Communication with the host was so easy. She was very responsive to all messages and even gave us some recommendations for dining out. Extra nice touch of leaving some snacks and bottled water out. Plenty of towels and linens provided. Ample parking. Nice little patio to enjoy the beautiful weather. We definitely plan to be back!"
Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Fridge, microwave, oven, stovetop

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

9.4 out of 10, Exceptional, (50)
"Stayed at the property prior to our cruise out of port canaveral. Was perfect for our needs - steps to the beach and close to many stores/cafes/etc. would definitely stay again. "
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Outdoor pool, a heated pool

Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

10.0 out of 10, Exceptional, (112)
"The house is great - lots of room and so pretty. "
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Sun-loungers, beach towels

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

9.8 out of 10, Exceptional, (20)
"Perfect little getaway to go see the pirates game. Home is beautifully decorated and so close to the ball field. "
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Beach nearby

Flamingo's Nest at the Beach Shack. Just one block from the beach!

10.0 out of 10, Exceptional, (39)
"Location was great, property condition is excellent!"
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Fridge, microwave, oven, stovetop

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

9.8 out of 10, Exceptional, (57)
"The home was clean, nicely appointed, in a nice neighborhood, and very convenient to local attractions."
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!
Outdoor pool, a heated pool

Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!

10.0 out of 10, Exceptional, (44)
"Just a one day getaway "
Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!
Location! Quality! Comfort! " The downtown Gem "
Fridge, microwave, oven, stovetop

Location! Quality! Comfort! " The downtown Gem "

10.0 out of 10, Exceptional, (3)
"Very clean, comfortable beds, close to the places we were going,(beach, downtown shopping area,botanical garden) and the Nespresso machine was a nice touch. "
Location! Quality! Comfort! " The downtown Gem "
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwest Florida Hotel Reviews

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

10/10 Excellent
"Everything about the property was amazing it exceeded my expectations, food all restaurants on site were great !! comfortable rooms easy access to the beach and three pools. There are a few things that consumer should know it is a cash free establishment. Everything is charged to your room with taxes, gratuity, and fees as well. There is a bus that runs up to Times Square and over the bridge you will need exact change and be aware of the times for pick up and drop off. Or you can use golf cart service for 3 bux.. this place was great 10 out of 10 "
Chelsea Quinn 5-night trip
Posted 13 hours ago
Pink Shell Beach Resort and Marina

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between €314 and €761 per night. Whatever your budget, you'll find something that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Southwest Florida?
Take your pick of 59 villas in Southwest Florida. Whether you're getting away with the kids or your favourite friends, and wherever you're venturing, Expedia makes it a cinch to find the ideal space.
Why book your villa in Southwest Florida with Expedia?
We think arranging a holiday shouldn't be complicated, so if you're in search of villas at an affordable price, Expedia delivers. Stick to the budget and opt for an all-inclusive stay, or splurge on a 5-star villa to treat your sweetheart. Our handy filters make it easy to find a place in Southwest Florida that checks your boxes.